Virtual Corporate Private Network possibly blocked after upgrade to MacOS 26.1

I have not been able to log into my corporate back office since upgrading to MacOS 26.1. I'm prompted for UserID and Password and after entering I get stuck on authentication redirect. It looks like it is trying to authenticate over and over again without getting through. Am trying various things with my corporate team on their side but thought I'd post something here to see if anyone has a similar problem. I have tried in Chrome, Chrome Incognito, Safari and Safari Private.

MacBook Air

15 inch, M4, 2023

MacBook Air 15″, macOS 26.1

Posted on Dec 8, 2025 7:31 AM

Reply
11 replies

Dec 8, 2025 8:33 AM in response to Brianb07

Brianb07 wrote:

Because you are all so helpful, here's an update:
So it looks like the problem is with my wifi or router. I am able to get into my corporate network via cellular on my mobile device and my MacBook when using my mobile device as a hotspot.

Or, your company VPN server is configured to allow your old system to connect and is blocking your new connection from your home network.

Dec 8, 2025 8:47 AM in response to Brianb07

Most, but not all, corporate VPN provide two modes for connecting:

  1. Tunnel All - This mode sends/receives all data between locations.
  2. Split Tunnel - This model allows for you to still access local resources at your remote location, in addition, to resources at your company. This mode, may or may not, be allowed by your company's IT Security folks.


If allowed, have you tried switching modes to see if either will work?


Are you using any type of software firewall on your Mac?

Dec 11, 2025 10:31 AM in response to Brianb07

This is actually a pretty common scenario.


OS updates often change some of the underlying, low-level stuff that most users won't notice, but that VPNs rely on.

VPN vendors usually have early-access to OS versions so they can test/revise/update their apps, but it takes time to get to the market, for their customers (e.g. your company) to update/validate their servers, and for any application/configuration updates to get pushed out to end users.


It's why many companies have corporate policies that require in-house IT departments to validate and bless OS updates before letting users install. Seems like this one slipped through the net.

Dec 8, 2025 7:50 AM in response to Brianb07

Building on the previous postings


Obviously,  the Companies IT Department knows a lot about Microsoft Windows Environments but has very little actual knowledge / experience when it comes to macOS on Apple Computers 


There are 4 Categories of Third Party Software / Services that are baffling.


In no special order 


1 - Third Party 2 Way Firewalls 


like Lulu and Little Snitch 


2 - Commercial VPNs 


They may not be what one believes they are doing for the computer and what they actually are doing behind the scenes They may also reduce you Internet Speeds by upwards of 30% 


https://gist.github.com/joepie91/5a9909939e6ce7d09e29


VPN: What you need to know - Apple Community


3 - Third Party Security Software 


There are no known Windows-like Viruses in the wild that self replicate and affect macOS, because of the underling UNIX  Foundation and Permission Limitation. 


The Operating System resides in a Sealed and Read Only Volume that cannot be opened by the User nor by Third Party Applications.


The Only thing this Antivirus software is protecting is the Bank Account of the Developers and for zero return to the User aside from the problems this software creates.


Security. Built right in


Mac app security enhancements


The Built in Security  is all that is required to protect the computer.


Protecting against malware in macOS


4 - Third Party Disk Cleaners / Optimizer 


Any Third Party Applications that will interfere with the normal operation of the OS,  is an invitation for disaster. 


Certain Applications maybe available on the Apple Apps Store - this only means the Developer is prepared to pay Apple a percentage on each sale. 


What the Application may do to the computer is up to the User to check this out before purchase


To put the Third Party Disk Cleaner / Optimizer in context and the damages it may have or has already done.


This type of applications can or will Muck Up your User Account ( Home Folder ) of this machine.


It does not touch the Operating System itself unless you consider your User Account ( Home Folder ) as part of the Operating System.


The Operating System is hosed

Virtual Corporate Private Network possibly blocked after upgrade to MacOS 26.1

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